House vacation rentals in Stratton

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Top-rated house rentals in Stratton

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Guest favorite

The two-story house is nestled among lush greenery, featuring a spacious deck with seating and easy access to the lawn. Colorful adirondack chairs surround a stone fire pit, inviting relaxation in a natural setting. Large windows and doors enhance the connection to the outdoors.

Home in Wilmington

5 out of 5 average rating, 10 reviews

Lake & Mountain View Cabin - Sauna, Hot Tub, Hikes

Enjoy stunning lake & mountain views w/ easy access to hiking, swimming, boating, & fishing (kayaks, paddle board, and bikes included). Cathedral ceilings w/ beams provide a cozy feel & heated floors give an always-warm home in the winter. Covered deck w/ grill is great for outdoor dining. Additional features include outdoor hot tub, sauna, & quality game room (pool table, shuffleboard, foosball, ping pong). 4WD/AWD required in winter. Close to Mt. Snow & downtown Wilmington w/ shops and dining.

Top guest favorite

A light-filled living area features large windows with views of the lake. A modern gray sectional sofa is positioned near a circular wooden coffee table, which holds a decorative box. An outdoor patio is visible through sliding glass doors, accompanied by a red umbrella.

Home in Pittsfield

4.97 out of 5 average rating, 115 reviews

Berkshire Lake- Modern and Updated-close to skiing

Lakefront Home for Rent. This home has been 100% remodelled! With a beautiful spot directly on Pontoosuc, the new kitchen, bathrooms, fireplace, and glass enclosed family room all benefit from the idyllic scenery. The home has 5 bedrooms and a convertible playroom with a futon for even more space. 2 bedrooms have bunk beds plus a full size bed in them. 2 bedrooms have king size beds and 1 has a queen. The master suite has an en-suite bathroom and a balcony overlooking the lake. Many upgrades!

Guest favorite

Home in Wilmington

4.88 out of 5 average rating, 105 reviews

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts

Welcome to our ❄newly listed❄lodge style home! HOT TUB✅ Our home is located on private 2.6 acre lot with beautiful views of Mount Snow in the distance. Our home offers easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our home. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in southern Vermont!

Top guest favorite

The Batwing Ski House features a modern wood and stone exterior, characterized by large windows that invite natural light. A spacious lawn surrounds the home, with a classic red car parked nearby. A deck extends from the front of the house, offering outdoor accessibility.

Home in Dover

4.91 out of 5 average rating, 184 reviews

Mount Snow 5 Star Batwing House Spring Discounts

The Batwing Ski house was purchased and modernized with nice renovations The house was named the BatWing House over 20 years ago and still to this day everyone refers to it by name. It's a 6 bedroom 4 bath each with shower also a huge dining/ living area with corner fireplace. A ski/gear room on the first floor. New hot tub outside on the wrap around deck with covered roof. We have Fiber Wifi , Netflix, Xbox 360, foosball, board games 4 TVs. Restaurants are less than .5 miles away

Guest favorite

A spacious living area features a large brown leather sectional couch adorned with colorful throw pillows. A wooden coffee table sits in front, and warm lighting is provided by two floor lamps. A decorative wall piece conveys a family-oriented message.

Home in Mount Holly

4.92 out of 5 average rating, 118 reviews

Modern Farmhouse - 2 kings, minutes to Okemo!

Newly renovated property surrounded by picturesque mountains with views from every bedroom. Relax in our cozy 4 bedroom, 2 bath home, large enough for your whole family to come together. Sleeps 11. Dog friendly. Arcade games and firepit. Large yard. Excellent place to work remotely. Enjoy hiking, fishing, biking, kayaking, skiing & golf nearby. Explore nearby Ludlow, Woodstock, Manchester and Weston. Okemo & Jackson Gore resorts are less than 10 minutes away. Killington Mtn 30 min drive.

Guest favorite

A two-story white house features black shutters and a detailed front entrance framed by greenery. A manicured lawn surrounds the property, with trees providing shade in the background. The structure showcases large windows that allow natural light into the space.

Home in Poultney

4.89 out of 5 average rating, 9 reviews

Snowberry Farm Home Sweet Home

This memorable place is anything but ordinary. Hike the hayfields on the mowed paths! Fish in the Pond and enjoy the peace and quiet of this comfortable and spacious home. Star gazing is on the menu too! One mile to rail trail for bike enthusiasts. This house is very welcoming & well equipped for entertaining family & friends. Room for everyone & extra space for quiet reading & conversation. Cider house, craft breweries, dining options& golf all nearby. Escape Florida or Arizona summer heat!

Top guest favorite

The newly renovated house is surrounded by trees, featuring a spacious front porch and a large grassy area. Red Adirondack chairs are positioned on the lawn, providing a comfortable spot to relax and enjoy the natural surroundings.

Home in North Adams

5 out of 5 average rating, 109 reviews

Berkshires Retreat! in the woods, yet in town!

We are happy to share our piece of heaven in the Berkshires! Newly renovated 4-bedroom 2-1/2-bathroom vacation rental nested in 2.7 acres of woods, yet conveniently located in the city of North Adams. A 5 minute walk from Windsor Lake, a 15 minute walk to MASS MoCA, and a close drive to many restaurants. The house is kid friendly, basketball hoop, soccer goal, and games. We are close to ski resorts, as well hiking and biking trails, including Mount Greylock. PET FEE. PERMISSION NEEDED.

Guest favorite

A cozy living room features a brick fireplace as a central focal point, complemented by colorful seating arrangements on a warm-toned floor. A small table with a decorative tablecloth displays a notepad and pine cones. Natural light streams through large windows, creating a welcoming ambiance.

Home in Shaftsbury

4.86 out of 5 average rating, 127 reviews

Quaint One-Story Vermont House with Mountain View

From our quaint one-story house, you can see a variety of scenery, from the bright changing colors of the leaves in the autumn to the soft piles of snow in the winter. Experience the quiet of the nearby woods, and see roaming animals such as deer or turkey. Make sure to stop at one of the nearby lakes, each of which offers a variety of amenities, and lush scenery. In the winter, keep warm in the cozy living room next to the fireplace, while having a chat with your friends and family.

Superhost

A charming waterfront setting is outlined by a wooden dock extending towards a sandy beach. Two chairs are positioned near the shore, surrounded by lush greenery and trees. A spacious house stands in the background, completing this inviting outdoor space.

Home in Averill Park

4.89 out of 5 average rating, 9 reviews

Lakefront cottage on burden lake in Averill park

Waterfront rental on the second burden lake in Averill park. Large dock for fishing and swimming off of. Gradual incline into the water. Three bedroom, one bath plus outdoor shower & washer dryer Canoes, paddle board, dock & splash pad. WiFi & tv with Netflix, ac & heat Firepit with wood & grill for cooking Close to Kay’s pizza, June farms, the sand lake merchant & hoffay farms for ice cream. 30 minutes to the berkshires or Great Barrington. 20 minutes to jiminy peak ski mtn.

Guest favorite

Home in Averill Park

4.98 out of 5 average rating, 174 reviews

Lake House in Averill Park, NY (age 30+ excl kids)

Our lake house is on Glass Lake in Averill Park, NY. In case you want to venture off, it is close to Saratoga (race season!), the Berkshires MA, Albany NY, and Vermont. Incredibly private with spacious property. Our lake house is great for families with kids and couples, and handicap accessible. It is great for any season (leaves, skiing, fishing, swimming). Kayaks, row boat.....and the lake!! Age requirement of at least 30 years old for guests (except kids).

Top guest favorite

A private spa area features a jacuzzi surrounded by warm wood paneling and soft lighting. Steps lead down to the jacuzzi, enhancing accessibility. The space is designed for relaxation, conveying a serene ambiance with its clean lines and natural materials.

Home in Dover

4.98 out of 5 average rating, 141 reviews

Outdoor Paradise - Private Jacuzzi & Sauna

Enjoy the outdoors!! Located minutes from hiking, biking, kayaking and golf, this house has it all. You'll enjoy our spacious 4 bedroom / 3 bath private home in a quiet neighborhood with cathedral ceilings and open floor plan. Finished lower level with large screen TV and ping pong table give the kids space to spread out. Large deck has a huge gas grill and there is a stone fire pit in the back yard. You even have a private spa area with jacuzzi and sauna!

Guest favorite

The serene lake reflects vibrant fall foliage on the surrounding trees, creating a warm tapestry of orange and yellow. Soft gray clouds drift above, adding depth to the autumn landscape. A small boat is anchored nearby, contributing to the tranquil scene.

Home in Whitehall

4.93 out of 5 average rating, 139 reviews

Lakefront A-Frame Home Emerald Lake, NY

A Frame style home with 100 + feet of lake frontage. 2 bedroom plus a loft bedroom with 2 twin beds. 1 and 1/2 baths and large open basement A-frame style home on a small, quiet lake in upstate NY in the town of Hampton/Whitehall, NY (not on Lake George), 5 miles from the VT border, 33 miles from Lake George village, with a screened in porch, a large deck, and a grill provided. Water activities 2 kayaks 1 - 4 person paddle boat